Introduction:Basic information about CAS 2149-76-0|5-Aminouridine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | 5-Aminouridine |
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| CAS Number | 2149-76-0 | Molecular Weight | 259.21600 |
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| Density | 1.712g/cm3 | Boiling Point | / |
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| Molecular Formula | C9H13N3O6 | Melting Point | / |
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| MSDS | / | Flash Point | / |
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Names
| Name | 5-amino-1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione |
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| Synonym | More Synonyms |
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5-Aminouridine BiologicalActivity
| Description | 5-Aminouridine can modify nucleobases and can be incorporated into the target DNA. 5-Aminouridine exhibits a wide range of biological activity and it inhibits the growth of tumors, fungi and viruses[1][2][3]. |
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| Related Catalog | Signaling Pathways >>Anti-infection >>Influenza VirusResearch Areas >>CancerResearch Areas >>InfectionSignaling Pathways >>Anti-infection >>Fungal |
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| In Vitro | This modified nucleobase, 5-Aminouridine, must exhibit a low enough potential to be oxidized by Os(bpy)33+. These modified nucleobases can be inserted into the target DNA by direct synthesis using modified phosphoramidites[4]. |
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| In Vivo | 5-Aminouridine inhibits incorporation of carbamylaspartate into pyrimidines of both RNA and DNA in rat lived and [32P]phosphate into phospholipids and RNA nucleotides of rat liver slices and hepatoma[1]. |
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| References | [1]. Smith DA, et al. Studies on 5-aminouridine. Biochim Biophys Acta. 1966 May 19;119(2):221-8. [2]. SARAN, et al. Molecular Orbital Studies on Nucleoside Antibiotics VIII. Conformation of 5-Substituted Uridines. Quantum Biology Symposium 13, 121-131 (1986). [3]. ROBERTS M, et al. Antimetabolite activity of uridine and cytidine derivatives. J Biol Chem. 1952 Feb;194(2):695-701. [4]. MR, et al. Detection of attomole quantities [correction of quantitites] of DNA targets on gold microelectrodes by electrocatalytic nucleobase oxidation. Anal Chem. 2003 Dec 1;75(23):6586-92. |
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Chemical & Physical Properties
| Density | 1.712g/cm3 |
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| Molecular Formula | C9H13N3O6 |
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| Molecular Weight | 259.21600 |
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| Exact Mass | 259.08000 |
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| PSA | 150.80000 |
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| Index of Refraction | 1.666 |
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| InChIKey | YBTWWWIJBCCYNR-UAKXSSHOSA-N |
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| SMILES | Nc1cn(C2OC(CO)C(O)C2O)c(=O)[nH]c1=O |
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Safety Information
| WGK Germany | 3 |
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| HS Code | 2934999090 |
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Customs
| HS Code | 2934999090 |
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| Summary | 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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Synonyms
| 5-amino-uridine |
| Uridine,5-amino |
| 5-Aminouridin |